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Graphene, Fullerenes, Carbon Nanotubes, and Their Derivatives Fundamental Structural, Electronic, and Chemical Properties of Carbon Nanostructures: Graphene, Fullerenes, Carbon Nanotubes, and Their Derivatives Tandabany C. Dinadayalane and Jerzy Leszczynski Contents Introduction to Carbon Nanostructures............................................................ 2 Graphene ......................................................................................... 4 Fullerenes ........................................................................................ 7 Natural Abundance of Fullerenes ............................................................... 14 Fullerene Nano-capsules ........................................................................ 15 Isolated Pentagon Rule (IPR) in Fullerenes .................................................... 16 Common Defects in Fullerenes ................................................................. 19 Carbon Nanotubes (CNTs) ...................................................................... 21 Various Defects in Carbon Nanotubes .......................................................... 26 Computational Approaches Used to Study Carbon Nanostructures: An Overview ............. 28 Structural, Electronic, and Chemical Properties of Graphene, Fullerenes, and SWCNTs ...... 31 Graphene ......................................................................................... 31 Hydrogenation of Graphene With and Without Defects ....................................... 32 Fullerenes ........................................................................................ 36 Giant Fullerenes ................................................................................. 40 Local Strain in Curved Polycyclic Systems: POAV and Pyramidalization Angle ............ 41 Stone–Wales Defect in C60 ...................................................................... 44 Computational Studies on Vacancy Defects in Fullerene C60 ................................. 45 Computational Studies of Single-Walled Carbon Nanotubes.................................. 47 Covalent Functionalization of SWCNTs: H and F Atom Chemisorptions.................... 51 Theoretical Studies on Common Defects in SWCNTs ........................................ 57 Stone–Wales Defect ............................................................................. 58 Topological Ring Defects ....................................................................... 61 Single- and Di-vacancy Defects ................................................................... 62 T.C. Dinadayalane () Department of Chemistry, Clark Atlanta University, Atlanta, GA, USA e-mail: [email protected] J. Leszczynski Interdisciplinary Center for Nanotoxicity, Department of Chemistry and Biochemistry, Jackson State University, Jackson, MS, USA e-mail: [email protected] © Springer Science+Business Media Dordrecht 2016 1 J. Leszczynski et al. (eds.), Handbook of Computational Chemistry, DOI 10.1007/978-94-007-6169-8_22-2 2 T.C. Dinadayalane and J. Leszczynski Outlook of Potential Applications of Carbon Nanostructures .................................... 64 Summary and Outlook ............................................................................. 68 Bibliography ........................................................................................ 69 Abstract This chapter provides information on various carbon allotropes and in-depth details of structural, electronic, and chemical properties of graphene, fullerenes, and single-walled carbon nanotubes (SWCNTs). We have written an overview of different computational methods that were employed to understand various properties of carbon nanostructures. Importance of application of computational methods in exploring different sizes of fullerenes and their isomers is given. The concept of isolated pentagon rule (IPR) in fullerene chemistry has been revealed. The computational and experimental studies involving Stone–Wales (SW) and vacancy defects in fullerene structures are discussed in this chapter. The relationship between the local curvature and the reactivity of the defect-free and defective fullerene and single-walled carbon nanotubes has been revealed. We reviewed the influence of different defects in graphene on hydrogen addition. The viability of hydrogen and fluorine atom additions on the external surface of the SWCNTs is revealed using computational techniques. We have briefly pointed out the current utilization of carbon nanostructures and their potential applications. Introduction to Carbon Nanostructures Carbon is one of the first few elements known in antiquity. The pure forms of this element include diamond and graphite, which have been known for few thousand years (http://www.nndc.bnl.gov/content/elements.html;Pierson1993; Wikipedia – http://en.wikipedia.org/wiki/Carbon). Both of these materials are of immense importance in industry and in everyday life. Diamond and graphite are termed as giant structures since, by means of a powerful microscope, one could see millions and millions of atoms, all connected together in a regular array. Diamond would appear as a rigid and rather complex system like some enormous scaffolding construction. Carbon is also the major atomic building block for life. All life- forms on Earth have carbon central to their composition. More than 10 million carbon-containing compounds are known. Compounds containing only carbon atoms, particularly nano-sized materials, are intriguing and attract attention of scientists working in various disciplines. Before 1985, scientists deemed that there were only three allotropes of carbon, namely, diamond, graphite, and amorphous carbon such as soot and charcoal. Soccer ball-shaped molecule comprising of 60 carbon atoms, C60 buckyball named fullerene, was discovered in 1985, and it is another interesting carbon allotrope (Kroto et al. 1985). Carbon nanotubes (CNTs), a spin-off product of fullerene, were reported in 1991 by Iijima (1991). Important well-known carbon materials are depicted in Fig. 1. The publication of transmission Fundamental Structural, Electronic, and Chemical Properties of Carbon... 3 CARBON Diamond Soot Graphite Fullerene Fig. 1 Well-known carbon materials electron microscope (TEM) images of CNTs by Iijima was a critical factor in convincing a broad community that “there is plenty of room at the bottom” and many new structures can exist at the nanoscale. Figure 2 shows eight allotropes of carbon. In addition to graphene, fullerenes, and carbon nanotubes, there are few other uncommon carbon nanostructures such as nanohorns (Iijima et al. 1999; Poonjarernsilp et al. 2009), nano-onions (Palkar et al. 2008; Zhou et al. 2009), nanobuds (He and Pan 2009; Nasibulin et al. 2007a, b; Wu and Zeng 2009), peapods (Launois et al. 2010;Lietal.2009a; Smith et al. 1998), nanocups (Chun et al. 2009), and nanotori (Liu et al. 1997; Sano et al. 2001). We performed a quick search in SciFinder on “fullerene,” “carbon nanotubes,” and “graphene” to reveal their importance and growth in current science, engi- neering, and technology. We received a total of nearly 60,000 references for the word “fullerene,” 145,000 references for “carbon nanotubes,” and 110,000 for “graphene” when we searched these topics in November 2015. This is indicative that carbon nanomaterials have gained a momentum with the development of nanotechnology as the driving force of the modern science and engineering. Among various carbon nanostructures, CNTs play a special role in the nanotechnology era. The design and discovery of new materials is always exciting for the potential of new applications and properties (Cohen 1993; Serra et al. 1999). In this chapter, we aim to present an overview of carbon nanostructures, with a particular interest on structural, electronic, and chemical properties of graphene, fullerenes, and carbon nanotubes. Important topological defects in the graphene, fullerenes, and carbon nanotubes will be delineated. Thus, this chapter is intended to be an informative guide of carbon nanostructures and to provide description of current computational 4 T.C. Dinadayalane and J. Leszczynski Fig. 2 Eight allotropes of carbon: (a) diamond, (b) graphite, (c) lonsdaleite, (d)C60 (buck- minsterfullerene or buckyball), (e)C540,(f)C70,(g) amorphous carbon, and (h) single-walled carbon nanotube or buckytube (The picture adopted from Wikipedia – http://en.wikipedia.org/wiki/ Allotropes_of_carbon) chemistry applications involving these species to facilitate the pursuit of both newcomers to this field and experienced researchers in this rapidly emerging area. Graphene Carbon displays a unique feature of making a chemically stable two-dimensional (2D), one-atom-thick membrane called graphene in a three-dimensional (3D) world. Each carbon atom in graphene is covalently bonded to three other carbon atoms Fundamental Structural, Electronic, and Chemical Properties of Carbon... 5 Graphene Graphite Carbon nanotube C60 Fig. 3 Carbon-containing molecules (graphite, buckminsterfullerene (C60), and carbon nanotube) derived from graphene with sp2 hybridization. Graphene is the thinnest known material and in the same time is the strongest material ever to be measured. It can sustain current densities six orders of magnitude higher than that of copper. It has extremely high strength and very high thermal conductivity and stiffness and is impermeable to gases (Geim 2009). There are many challenges and opportunities for graphene research because graphene is not a standard solid state material. It should be noted that electrons
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